For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MCO > Guatemala City, Guatemala: Biz from $754. Econ from $167. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Panama City, Panama: Biz from $921. Econ from $377. – May-Jul (Including Summer Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > Oranjestad, Aruba: Biz from $869. Econ from $242. – May-Jul (Including Summer Break)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $830. Econ from $141. – Apr-Jun (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Buenos Aires, Argentina: Econ from $752. – May-Jul (Including Summer Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
TPA > Santiago de los Caballeros, Dominican Republic: Biz from $752. Econ from $268. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > San Juan, Puerto Rico: Econ from $99. – Apr-Jun (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Honolulu, Hawaii: Econ from $489. – Aug-Oct (Including Labor Day)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
MCO > Liberia, Costa Rica: Biz from $922. Econ from $371. – Aug-Oct
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
MCO > Christiansted, U.S. Virgin Islands: Biz from $983. Econ from $193. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > San Francisco, California: Econ from $174. – Apr-Jun
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
MCO > Sao Paulo, Brazil: Econ from $567. – Aug-Oct (Including Labor Day)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MCO > Thera, Greece: Econ from $770. – Sep-Nov
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
MCO > Managua, Nicaragua: Biz from $739. Econ from $168. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Mazatlan, Mexico: Biz from $690. Econ from $360. – Jun-Aug (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > San Jose, Costa Rica: Biz from $789. Econ from $172. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > George Town, Cayman Islands: Biz from $722. Econ from $326. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > San Pedro Sula, Honduras: Econ from $159. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Vitória, Brazil: Econ from $561. – Sep-Nov (Including Fall Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
MCO > Dubrovnik, Croatia: Econ from $632. – Aug-Oct
* This is a “fare dump” with a few alternate dates available.
TPA > Kralendijk, Caribbean Netherlands: Biz from $1848. Econ from $518. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Willemstad, Curaçao: Biz from $956. Econ from $363. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Cozumel, Mexico: Biz from $926. Econ from $336. – Apr-Jun (Including Summer Break)
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
MCO > Fortaleza, Brazil: Econ from $572. – Aug-Oct (Including Labor Day)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
MCO > Mykonos, Greece: Econ from $651. – Sep-Nov (Including Fall Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
MCO > Santo Domingo, Dominican Republic: Econ from $176. – Apr-Jun (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > San Salvador, El Salvador: Biz from $785. Econ from $167. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Simpson Bay, St. Maarten: Biz from $850. Econ from $154. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Kingston, Jamaica: Biz from $821. Econ from $316. – Apr-Jun (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Rio de Janeiro, Brazil: Econ from $497. – Jul-Sep (Including Summer Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
MCO > Coxen Hole, Honduras: Biz from $849. Econ from $361. – Aug-Oct
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
MCO > Cancun, Mexico: Biz from $860. Econ from $199. – Oct-Dec
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
MCO > Florianopolis, Brazil: Biz from $1322. Econ from $642. – Jul-Sep
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
TPA > Piarco, Trinidad and Tobago: Econ from $377. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Cartagena, Colombia: Biz from $752. Econ from $217. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Saint Thomas Island, U.S. Virgin Islands: Biz from $840. Econ from $125. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Christchurch, New Zealand: Econ from $1176. – Aug-Oct (Including Labor Day)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
TPA > Myrtle Beach, South Carolina: Econ from $94. – Apr-Jun
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
MCO > Oranjestad, Aruba: Biz from $830. Econ from $226. – Apr-Jun
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…